Ready For Retirement | Podcast Guru

Overview

Episodes

Details

Ready For Retirement is the podcast dedicated to helping you learn the tips and strategies that will help you achieve your retirement goals. When it comes to retirement planning, it can quickly become overwhelming and easy to not take action. I designed this podcast because I want you to have the knowledge and confidence to create your secure retirement. My ultimate goal for all of my clients (and listeners) is to create peace of mind and that starts with having a strategy. I want you to spend more time thinking about what matters most to you in retirement. I post weekly episodes to keep you up-to-date on all the best tips and strategies to create a retirement that excites you. Everything from investing tips, tax planning, withdrawal strategies, insurance planning, Social Security, and that's just the start! Let's help you maximize your return on life. We use your money and the strategies I share in this podcast to do just that!

Recent Episodes

The Hidden Cost of Roth Conversions: Avoiding Surprise Medicare Charges

DEC 14, 2025

The Hidden Cost of Roth Conversions: Avoiding Surprise Medicare Charges

Roth conversions can save thousands in taxes, but they can also trigger Medicare IRMAA surcharges that quietly add up to more than $5,000 a year. Most retirees never see it coming, because the rules for Medicare premiums don’t line up with the tax brackets everyone focuses on. In this video, James breaks down how Roth conversions interact with Medicare Part B and Part D premiums, why modified adjusted gross income matters more than taxable income, and how crossing a threshold by even one dol...

10 MIN

Freedom at 60 Why He Left a Job He Loved (and Doesn’t Regret It) | Retirement Reality

DEC 10, 2025

Freedom at 60 Why He Left a Job He Loved (and Doesn’t Regret It) | Retirement Reality

Steve spent more than two decades building video games, working with a team that felt more like family than coworkers. By all measures, he loved his work. But a heart attack in 2021 changed everything, and it became the moment that pushed him to rethink the one thing he’d always said he wanted someday: an early retirement. In this episode, Steve sits down with James Conole, CFP®, to share how a health scare, a divorce, and years of slowly learning how to budget and invest turned into the fre...

38 MIN

Most Retirement Advice Fails Singles (Here’s What to Do Instead)

DEC 7, 2025

Most Retirement Advice Fails Singles (Here’s What to Do Instead)

Most retirement advice quietly assumes you have a partner: two incomes, two Social Security checks, someone to split expenses with, someone to catch the slack if something goes wrong. But for singles, the margins are tighter and the freedom can be much greater. Planning alone means every decision carries more weight, but it also means you have full control over the life you want to build. This video centers on Tina, a 62-year-old single woman with roughly $2.2 million across investment accou...

12 MIN

Retired at 50 Freedom, Guilt… and What No One Tells You | Retirement Reality

DEC 3, 2025

Retired at 50 Freedom, Guilt… and What No One Tells You | Retirement Reality

Retiring at 50 sounds bold, almost unthinkable for most people, but for Kent, it was the only decision that made sense once life, loss, and perspective pushed everything into focus. In this conversation, he sits down with James Conole, CFP®, to share the honest story behind leaving work two decades earlier than expected. Kent talks about saving from age 18, building a plan long before he knew what retirement would look like, and the complicated mix of discipline, luck, and family legacy that...

38 MIN

Don’t Wait Until 70 for Social Security Unless You Hear This First

NOV 30, 2025

Don’t Wait Until 70 for Social Security Unless You Hear This First

Think waiting until 70 is the gold standard for Social Security? We dig into the real math behind delayed retirement credits and the hidden trade-offs that rarely make it into the headlines. Drawing on years of planning experience and two vivid case studies, we show how the “bigger check later” can either amplify your lifetime income or quietly drain the resources you need to feel secure. We start with the promise of delayed credits and then zoom out to the full picture: how bridging years a...

8 MIN